p-Toluenesulfonic acid, 2-propynyl ester
Basic information
- CAS
6165-76-0- Standard SMILES
C#CCOS(=O)(=O)c1ccc(C)cc1- InChIKey
LMBVCSFXFFROTA-UHFFFAOYSA-N- Molecular formula
- C10H10O3S
- Average molar mass
- 210.25 g/mol
- Monoisotopic mass
- 210.03506535
Names & identifiers
- Preferred name
- p-Toluenesulfonic acid, 2-propynyl ester
- IUPAC
- prop-2-ynyl 4-methylbenzenesulfonate
- English name
- Propargyl p-toluenesulfonate
- Molecular formula
- C10H10O3S
- Molecular weight
- 210.25
Names & synonyms
Propargyl p-toluenesulfonate6165-76-0p-TOLUENESULFONIC ACID, 2-PROPYNYL ESTER2-Propyn-1-ol, 4-methylbenzenesulfonateCCRIS 9146XBC3GGJ44ABRN 19129572-propynyl p-toluenesulfonateDTXSID802106654-11-00-00263 (Beilstein Handbook Reference)1-((P-TOLUENESULFONYL)OXY)-2-PROPYNERefChem:858215
Show more names
Propylene p-toluenesulfonatePROPARGYL P-TOLUENESULPHONATEPROPARGYLPARA-TOLUENESULPHONATEPropargylp-toluenesulfonate,97%Fosfomycin Trometamol Impurity 46Propargyl p-toluenesulfonate, 97% 5GRp-toluenesulfonicacid,2-propynylester
DTXCID10133156629-278-7Propargyl TosylateProp-2-yn-1-yl 4-methylbenzenesulfonateprop-2-ynyl 4-methylbenzenesulfonateMFCD01462194Propargyl p-toluene sulfonateprop-2-yn-1-yl 4-methylbenzene-1-sulfonate
Database identifiers
- CAS
6165-76-0- PubChem CID
- 22547
- DTXSID
DTXSID80210665- UNII
- XBC3GGJ44A
- EC Number
- 629-278-7
- Nikkaji
- J32.721B
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 51.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 309
Physicochemical properties
- Boiling point
- 117 · 117-121°C 0,3mm
- Density
- 1.215 g/mL · 1.215 g/mL at 20 °C (lit.)
- refractive index
- 20 · n20/D 1.530
- Flash point
- 117 · 117-121°C/0.3mm
- storage temp.
- 2 · 2-8°C
- solubility
- soluble in Chloroform, Dichloromethane, DMSO, Ethyl Acetate
- form
- Liquid
- color
- Clear colorless to brown
- Water Solubility
- Soluble in Chloroform, Dichloromethane, DMSO, Ethyl Acetate. Not miscible in water.
- BRN
- 1212957 · 1212957
- InChI
- InChI=1S/C10H10O3S/c1-3-8-13-14(11,12)10-6-4-9(2)5-7-10/h1,4-7H,8H2,2H3
- InChIKey
- LMBVCSFXFFROTA-UHFFFAOYSA-N
- SMILES
- C(OS(C1=CC=C(C)C=C1)(=O)=O)C#C
- FDA UNII
- 3 GGJ44A · XBC3GGJ44A
- UNSPSC Code
- 12352100 · 12352100
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- F
- 4.10-10-21
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- rtecs
- XT7300000
- hs_code
- 29041000
- risk_code
- 36/37/38-22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 26-37/39
- Storage Class
- 10 - Combustible liquids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
Chemistry & industry
Applications
UsesPropargyl p-toluenesulfonate is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.
UsesPropargyl p-toluenesulfonate can be used as an initiator in the synthesis of linear and cyclic poly(2-isopropyl-2-oxazoline)s by cationic ring-opening polymerization of 2-isopropyl-2-oxazoline. It can also be used as a reagent to synthesize: 2-hydroxy-4-pentynoic acid by an alkylation reaction with diethyl 2-acetamidomalonate followed by subsequent hydrolysis, decarboxylation, diazotization, and hydroxylation reactions.Furan derivatives by Pd-catalyzed reaction with acylchromates.
UsesProtected Propargyl. A possible genotoxic compound that can affect the bacterial and mammalian cell systems.
Upstream & downstream products
Downstream products
Related reactions
2 records
Compound notes
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